Garrett received his B.A. from the University of San Francisco. He received his law degree from the University of Michigan Law School and also has a Masters in Divinity from the University of Chicago. Garrett has held the position of General Counsel for ITR Concession Co. since 2007, and for Skyway Concession Co. from 2007-2015. Prior to this position, he was an associate at Baker & McKenzie LLP. Before his legal career, Garrett worked as a Project Manager for the Chicago Public Schools and the Chicago Housing Authority.